Discover a selection of 3,000 vacation rentals in Cutler Bay that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $88 per night, and houses and condos are popular options for a stay in Cutler Bay. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Cutler Bay
Destination guide

Explore Miami and South Florida from Cutler Bay

Sandwiched between the wonderful city of Miami and the unique natural environment of the Everglades National Park, Cutler Bay is a great base to explore Southern Florida. With fun family attractions like Zoo Miami and Monkey Jungle on your doorstep and thrilling natural adventures to be enjoyed in Biscayne Bay and the Everglades, a Cutler Bay vacation rental is a great choice for a sunny, fun-filled vacation. Choose from smart modern condos on luxurious resorts to traditional houses in the local Florida coral rock or smart family homes with their own private pool.

Things to do

Family-friendly animal fun near Cutler Bay

If you're staying at your Cutler Bay vacation rental with kids, don't miss a trip to the wonderful 750-acre Zoo Miami, just a 20 minute drive from Cutler Bay. The zoo is home to more than 500 different species, including elephants, rhinos, lions and orangutans. As well as daily shows, feedings and meet the zookeeper talks, the zoo runs a fun-packed program of seasonal events. There's more family-friendly animal-themed fun to be enjoyed nearby at Monkey Jungle. Kids will love taking a walking tour through its 5-acre natural rainforest habitat filled with monkeys


Cutler Bay beach fun

The coastline closest to Cutler Bay is dedicated to Biscayne National Park, a protected coastal environment of coral reefs and mangrove forests. This puts wonderful opportunities for snorkeling and kayaking right on the doorstep of your Cutler Bay vacation rental. However, if you want sandy beaches you'll need to travel around 30 minutes in either direction. To the north, the Matheson Hammock Beach offers silky white sand and emerald waters popular with kite surfers, kayakers and stand-up paddle boarders. Thirty minutes south, Homestead Bayfront Park has a pretty beach with designated fishing areas.


Seasonal events around Cutler Bay

Even in the winter months, average temperatures in this part of Florida are in the mid-60s. By the sunny summer months, you can expect highs pushing into the 80s. This makes Cutler Bay a popular winter sun destination. But there is plenty happening throughout the year in this area – there's always an event or festival happening in Miami, just a 40-minute drive from a Cutler Bay vacation rental – from the Miami Open and the Miami Winter Music Conference in March through to Miami Fashion Week in May and the Miami Carnival in September.

Natural features

Explore the Everglades from Cutler Bay

There are wonderful natural parks to explore across this southern tip of Florida. A 50-minute drive south from your Cutler Bay vacation rental will take you to the beautiful John Pennekamp Coral Reef State Park on Key Largo. It has idyllic white- sand beaches and wonderful snorkeling. To the southwest, the unique natural environment of the Everglades National Park offers up-close views of alligators in its tropical wetlands. The Everglades are a wonderful birdwatching location – it's possible to spot egrets, herons and ibis. You can explore the park on a 2-hour tram tour operated by the park service but a more thrilling way to see the Everglades is by airboat.

How to get there

Traveling to and around Cutler Bay

The nearest airport is in Miami, FL (MIA-Miami Intl.), located 15.4 mi (24.9 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Miami, FL (MPB-Public Seaplane Base), which is 17.4 mi (27.9 km) away.

How many vacation rentals are available around Cutler Bay?

Our 2021 property listings offer a large selection of 3,165 vacation rentals around Cutler Bay. From 706 house rentals to 2,046 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.